Broken Celebrity Engagements

Ryan Reynolds and Alanis Morissette

Believe it or not, Ryan Reynolds dated and was once engaged to the singer Alanis Morissette. The two started dating in 2002 and announced their engagement in 2004. In 2007, representatives for Morissette and Reynolds shared that the couple had called off the engagement. Morissette moved on and married rapper Mario "MC Souleye" Treadway. Reynolds married actress Blake Lively. —XFINITY Entertainment Staff (AP Photo/Chris Pizzello)

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Engagements are never a sure thing—especially in Hollywood. Keep clicking to check out more than 30 celebrity couples who put a "ring on it," but never made it down the aisle. —XFINITY Entertainment Staff (Photos by Getty Images and AP)

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Former U.S. soldier, fitness model and "Dancing with the Stars" alum Noah Galloway made headlines during the 20th season of the dancing competition when he proposed to his girlfriend Jamie Boyd live on the air during the semi-finals episode. Unfortunately, the fairy tale engagement will not have a happy ending.

"After long and careful consideration, we've decided to end our engagement," Galloway announced on his Instagram earlier this week. "We love each other deeply and we're confident we will remain friends. While we wanted to share this [with] you, we appreciate the respect of our privacy at this time." —XFINITY Entertainment Staff (Photo by Jamie McCarthy/Getty)

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Oscar winners Charlize Theron and Sean Penn reportedly ended their engagement after being together for a year and a half. The news came just weeks after Theron she declared that Penn was "the love of my life." —XFINITY Entertainment Staff (Photo by Clemens Bilan/Getty)

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"American Horror Story" co-stars Emma Roberts and Evan Peters became engaged in late 2013, but first got together in 2012. They had a famously tumultuous relationship—in 2013, police were called to a hotel in Canada where the couple was staying and arrested Roberts for a domestic violence incident after Peters was found with a bloody nose and what was thought to be a bite mark. Roberts was released a few hours later when Peters declined to press charges. They ended their engagement in June. —XFINITY Entertainment Staff (Photo by Frazer Harrison/Getty)

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"Bachelor" Chris Soules and the woman who won his final rose, Whitney Bischoff, called it quits just six months after they got engaged (and a little more than two months after their big announcement was broadcast on national TV). The former couple said in a joint statement that "they part with nothing but respect and admiration for one another and will continue to be supportive friends. They wish to thank everyone who has supported them through this journey." —XFINITY Entertainment Staff (Photo by ABC)

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TV personality Bristol Palin was meant to marry Medal of Honor recipient Dakota Meyer, but mama Palin dropped a bombshell just days before the nuptials in May. Former Alaska Governor Sarah Palin announced on her Facebook page that the couple "have informed loved ones that unfortunately the announced celebration planned for May 23 will not be held." Despite this, both families are still on friendly terms, as Sarah wrote "many friends and family still look forward to getting together that day in Kentucky anyway—and the Palins and Meyers are happily looking forward to still being at 'the old Kentucky home.'" —XFINITY Entertainment Staff (Photo by Instagram)

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Bristol Palin was involved in another high-profile broken engagement. In 2008—while she was pregnant—Bristol and the father of her baby, Levi Johnston, said they were engaged to be married. In 2009 the couple called it off and a battle ensued for custody of their child. Eventually, the anger died down, the couple reunited, and announced their engagement in 2010. Three weeks later, they called it off. —XFINITY Entertainment Staff (AP Photo/Charles Rex Arbogast)

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Hollywood was shocked when the actress' rep revealed that the Hudson and the Muse frontman "have been separated for some time now," adding "they remain very close friends and committed co-parents."

Hudson and Bellamy got engaged in 2011 and welcomed a baby boy, Bingham Bellamy, just three months after they announced their engagement. —XFINITY Entertainment Staff (Photo by Jason Merritt/Getty Images)

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After a four-year relationship and an engagement plagued by break-up rumors, Miley and Liam finally called it quits on September 16. The last round of split speculations were fueled by Cyrus' increasingly risque music videos and performances (see: the 2013 MTV VMAs) and Hemsworth's alleged outings with other women. And as it turned out, Liam was photographed kissing a model less than 24 hours after the break-up was announced. —XFINITY Entertainment Staff (Photo by Jason Kempin/Getty Images)

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Britney Spears and Jason Trawick, her former manager, ended their year-long engagement on January 11, 2013. Trawick removed himself as Spears' co-conservator just hours before their split was revealed. "I'll always adore him and we will remain great friends," Spears said in a statement. —XFINITY Entertainment Staff (Photo by Kevin Winter/Getty Images)

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Highly publicized couple Ben Affleck and Jennifer Lopez, referred to by fans as "Bennifer," didn't have the happy ending many were looking for. The two started dating in the beginning of 2002 and were engaged before the end of the year. The wedding was set for September 14, 2003 in California. Just hours before the event, the wedding was called off. In January 2004, the couple announced their split and blamed it on the negative publicity and media attention. Jennifer Lopez went on to marry and divorce singer Marc Anthony. Affleck is married to actress Jennifer Garner. —XFINITY Entertainment Staff (AP Photo/Chris Pizzello)

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One of the most notorious broken celebrity engagements involved "Runaway Bride" star Julia Roberts and actor Kiefer Sutherland. Many A-listers were invited to the elaborate studio-planned wedding that was to take place on June 14, 1991. But three days before the wedding, Roberts called it off. She allegedly cancelled because she found out that Sutherland was keeping company with a stripper. Sutherland denied having an affair. —XFINITY Entertainment Staff (AP-Photo MarkJ. Terrill)

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Before Jennifer Aniston and Angelina Jolie, Brad Pitt had his eyes set on another woman: Gwyneth Paltrow. The two stars started dating in 1994 and were engaged in 1996, but never made it down the aisle. Paltrow later revealed that she called off the wedding because she was not ready for marriage. —XFINITY Entertainment Staff (AP Photo/Kevork Djansezian)

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Musician Sheryl Crow and cyclist Lance Armstrong began dating in 2003, and two years later they were engaged. The couple didn't make it down the aisle and parted ways in 2006. —XFINITY Entertainment Staff (AP Photo/Mark J. Terrill)

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Former "Melrose Place" co-stars Heather Locklear and Jack Wagner, who announced their engagement in April of 2011, eventually split because planning the wedding consumed all of their time and took them away from their children. Wagner told Us magazine that despite the breakup, the two "still love each other very much." —XFINITY Entertainment Staff (Photo by Charley Gallay/Getty Images)

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Supermodel Petra Nemcova and her British beau Jamie Belman, who announced their engagement in January 2011 after eight months together, split up in April of 2012. "Petra Nemcova and Jamie Belman confirm their separation," a rep for Nemcova told Vogue. "They remain close friends and thank their families for their continued support during this time. There will be no further comment on the matter." —XFINITY Entertainment Staff (AP Photo/Chris Pizzello)

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Zoe Saldana and her longtime boyfriend Keith Britton called it quits in November 2011 before making it down the aisle. The pair, who had been dating for eleven years, announced their engagement in February 2010. Saldana has since engaged in a rocky relationship with actor Bradley Cooper, but wound up marrying artist Marc Perego in 2013. —XFINITY Entertainment Staff (Photo by Jason Merritt/Getty Images)

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Believe it or not, Ryan Reynolds dated and was once engaged to the singer Alanis Morissette. The two started dating in 2002 and announced their engagement in 2004. In 2007, representatives for Morissette and Reynolds shared that the couple had called off the engagement. Morissette moved on and married rapper Mario "MC Souleye" Treadway. Reynolds married actress Blake Lively. —XFINITY Entertainment Staff (AP Photo/Chris Pizzello)

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Will Simon Cowell ever settle down? The "X Factor" judge and Mezhgan Hussainy, who met on the set of "American Idol" in 2003, announced their engagement in February 2012, but called it off just a few months later. —XFINITY Entertainment Staff (Photo by Frazer Harrison/Getty Images)

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This cute couple started dating in 2000 and were engaged in 2003, but the engagement was called off in 2005. Klein said of the split, "We grew up. The fantasy was over and reality set in." Weeks after the relationship ended, Katie Holmes started dating actor Tom Cruise and the rest was history... until she divorced Cruise in 2012. —XFINITY Entertainment Staff (AP Photo/Chris Pizzello)

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In 2005, musician Pete Doherty met model Kate Moss at her 31st birthday and an on-and-off relationship ensued. In 2007, Doherty called Moss his fiancée at a gig, and the couple planned to get married that summer. Before the two could exchange vows, the relationship ended and Doherty moved out of Moss' house. —XFINITY Entertainment Staff (Photo by Matt Cardy/Getty Images)

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Nicole Richie began a high-profile relationship with Adam Goldstein, best known as DJ AM, in 2003. The couple announced their engagement in 2005, but broke up in 2006. Richie went on to marry singer Joel Madden in 2010. DJ dated actress Mandy Moore and model Hayley Wood, but tragically passed away in 2010 from a drug overdose. —XFINITY Entertainment Staff (AP Photo/Chris Polk)

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On New Year's Day 2012, Franklin announced that she and boyfriend William Wilkerson were engaged to be married, and would do so on a private yacht in June. Twenty-three days later, the Queen of Soul revealed on Facebook that the engagement was off. —XFINITY Entertainment Staff (Photo by Kris Connor/Getty Images)

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Drew Carey proposed to then-girlfriend Nicole Jaracz in early October 2007. After a very long engagement, the "Price is Right" host and his would-be bride called off the nuptials in January 2012. In a statement, a rep for the couple said they still have "a great deal of love and affection for one another." —XFINITY Entertainment Staff (Photo by Neilson Barnard/Getty Images)

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The "Big Bang Theory" starlet announced her engagement to addiction specialist Josh Resnik in late October 2011. But less than five months later, she revealed that the wedding bells had been silenced when she told "Entertainment Tonight," simply, "I'm not engaged anymore." She never revealed why. —XFINITY Entertainment Staff (Photo by Jason Merritt/Getty Images)

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This couple was a match made in television heaven. Jesse Spencer met his co-star Jennifer Morrison at the Vancouver International Airport in 2004 on their way to shoot the pilot for the popular TV show "House." The two started dating that year and Spencer proposed at the Eiffel Tower in 2006. To the disappointment of fans, the couple called off the engagement in 2007. —XFINITY Entertainment Staff (Photo by Evan Agostini/Getty Images)

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Television personality Jesse James made headlines for cheating on his now ex-wife Sandra Bullock in March 2010, which resulted in their divorce. Soon after the scandal was exposed, he was seen in public with a new woman, reality television tattoo artist Kat Von D. In January 2011, the couple announced their engagement, but just as soon as the "fairytale" relationship began, it ended. The couple called it quits after a few short months. —XFINITY Entertainment Staff (Photo by Jason Merritt/Getty Images)

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Nick Cannon began a whirlwind relationship with Victoria's Secret model Selita Ebanks in 2007. Six weeks later, they were engaged, and five months later the engagement was called off. Nick Cannon went on to marry singer Mariah Carey in 2008, but that relationship has also come to an end and the two are divorcing. —XFINITY Entertainment Staff

(AP Photo/Matt Sayles)

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Before impregnating Kim Kardashian, rapper Kanye West was engaged to designer Alexis Phifer. The two dated for six years starting in 2002, and West proposed in 2006. In 2008, the couple called it quits reportedly due to the strain on their relationship caused by West's dedication to music. —XFINITY Entertainment Staff (AP Photo/John Smock)

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The Sri Lankan rapper reportedly called off her engagement to environmentalist Benjamin Bronfman shortly after the firestorm surrounding her obscene gesture at the 2012 Super Bowl. According to reports, M.I.A. spends most of her time in the U.K., while Bronfman is located in New York City, where he is allegedly the primary caretaker of their son Ikhyd. —XFINITY Entertainment Staff (Photo by Evan Agostini/AP)

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Jennifer Love Hewitt began a relationship with Scottish actor Ross McCall after he made an appearance on the TV show "Ghost Whisperer" in 2005. The couple became engaged in 2007 while in Hawaii, but they called it quits in 2008. —XFINITY Entertainment Staff (AP Photo/ Matt Sayles)

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The relationship between "Dancing with the Stars" pros Karina Smirnoff and Maksim Chmerkovskiy didn't end with wedding bells. The couple began dating in 2008, and in less that six months they were engaged. The couple planned on getting married in the summer, but called off their engagement in 2009. —Xfinity Entertainment Programmers

(AP Photo/Evan Agostini)

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Playboy kingpin Hugh Hefner and centerfold Crystal Harris were set to get married June 18, 2011, but Harris called it off just five days before the wedding was set to take place. The two have since reconciled and wed on December 31, 2012. —XFINITY Entertainment Staff (Photo by Charley Gallay/Getty)

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Reality TV Star Kristin Cavallari announced her engagement to Chicago Bears quarterback Jay Cutler in April 2011. They started planning for their summer 2012 wedding right away. The plans came to a surprising halt in July 2011 when Cutler reportedly called the whole thing off. There were reports that Kristin relocating to Chicago was the problem, as well as reports that Cutler was too controlling of Kristin.

The break-up was not to be, however. Cavallari and Cutler announced they were re-engaged in November 2011, and finally married in June 2013. Kristin and Jay now have two children together and are currently expecting a third. —XFINITY Entertainment Staff (Photo by Charley Gallay/Getty Images)

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